Showing metabocard for Imidazole acetol-phosphate (MMDBc0029924)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:47:02 UTC
Update Date2024-04-30 19:43:21 UTC
Metabolite IDMMDBc0029924
Metabolite Identification
Common NameImidazole acetol-phosphate
DescriptionImidazole acetol-phosphate is involved in the histidine biosynthesis pathway. Imidazole acetol-phosphate is created by the breakdown of D-erythro-imidazole-glycerol-phosphate into imidazole acetol-phosphate and H2O. Imidazoleglycerol-phosphate dehydratase catalyzes this reaction.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055c79b542a50>


  Mrv1652309042000352D          

 14 14  0  0  0  0            999 V2000
 9999.234510000.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9491 9999.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.662910000.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9491 9999.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3781 9999.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.093410000.2470    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.681110000.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8065 9999.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.505610000.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.848210000.3289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1808 9999.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4357 9999.0593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2607 9999.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5156 9999.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 13 14  2  0  0  0  0
 10 11  2  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x000055c79b542a50>

HMDB0012236
     RDKit          3D
Imidazole acetol-phosphate
 23 23  0  0  0  0  0  0  0  0999 V2000
   -0.4153    1.1113   -0.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297    0.0365   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901   -0.1770   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591    0.9783   -0.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8307    0.7678   -0.3407 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4450    1.1222   -1.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    1.7498    0.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -0.8643    0.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -1.0747    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2897   -0.6204    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424   -0.0576    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    0.2378    0.6485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851   -0.1388   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0944   -0.6580   -0.9822 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162   -0.5358    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333   -0.9732   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6325    2.6699    0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9210   -1.0340    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449   -1.3960    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896   -1.9203   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    0.1248    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0498    0.6801    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1465   -0.0283   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x000055c79b542a50>


  Mrv1652309042000352D          

 14 14  0  0  0  0            999 V2000
 9999.234510000.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9491 9999.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.662910000.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9491 9999.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3781 9999.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.093410000.2470    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.681110000.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8065 9999.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.505610000.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.848210000.3289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1808 9999.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4357 9999.0593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2607 9999.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5156 9999.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 13 14  2  0  0  0  0
 10 11  2  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029924

> <DATABASE_NAME>
MIME

> <SMILES>
OP(O)(=O)OCC(=O)CC1=CNC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)

> <INCHI_KEY>
YCFFMSOLUMRAMD-UHFFFAOYSA-N

> <FORMULA>
C6H9N2O5P

> <MOLECULAR_WEIGHT>
220.1198

> <EXACT_MASS>
220.02490792

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.148917277754943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3-(1H-imidazol-4-yl)-2-oxopropoxy]phosphonic acid

> <ALOGPS_LOGP>
-0.90

> <JCHEM_LOGP>
-2.9574821134456775

> <ALOGPS_LOGS>
-1.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.03139600175535

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2314915163527376

> <JCHEM_PKA_STRONGEST_BASIC>
6.647396425017994

> <JCHEM_POLAR_SURFACE_AREA>
112.51

> <JCHEM_REFRACTIVITY>
46.0746

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-imidazol-4-yl)-2-oxopropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x000055c79b542a50>

HMDB0012236
     RDKit          3D
Imidazole acetol-phosphate
 23 23  0  0  0  0  0  0  0  0999 V2000
   -0.4153    1.1113   -0.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297    0.0365   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901   -0.1770   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591    0.9783   -0.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8307    0.7678   -0.3407 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4450    1.1222   -1.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    1.7498    0.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -0.8643    0.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -1.0747    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2897   -0.6204    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424   -0.0576    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    0.2378    0.6485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851   -0.1388   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0944   -0.6580   -0.9822 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162   -0.5358    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333   -0.9732   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6325    2.6699    0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9210   -1.0340    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449   -1.3960    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896   -1.9203   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    0.1248    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0498    0.6801    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1465   -0.0283   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
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PDB for #<Metabolite:0x000055c79b542a50>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8665.2388667.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.5728666.358   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.9048667.128   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8666.5728664.818   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.2398666.358   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8670.5748667.128   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8669.8058668.459   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8671.9058666.358   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8671.3448668.459   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    8662.6508667.281   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8661.4048666.375   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8661.8808664.911   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8663.4208664.911   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.8968666.375   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10   11   14                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   14   12                                                       
CONECT   14   13   10    1                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for #<Metabolite:0x000055c79b542a50>

COMPND    HMDB0012236
HETATM    1  O1  UNL     1      -0.415   1.111  -0.422  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.030   0.036  -0.108  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.490  -0.177  -0.052  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.159   0.978  -0.395  1.00  0.00           O  
HETATM    5  P1  UNL     1       3.831   0.768  -0.341  1.00  0.00           P  
HETATM    6  O3  UNL     1       4.445   1.122  -1.656  1.00  0.00           O  
HETATM    7  O4  UNL     1       4.424   1.750   0.907  1.00  0.00           O  
HETATM    8  O5  UNL     1       4.133  -0.864   0.062  1.00  0.00           O  
HETATM    9  C3  UNL     1      -0.885  -1.075   0.222  1.00  0.00           C  
HETATM   10  C4  UNL     1      -2.290  -0.620   0.095  1.00  0.00           C  
HETATM   11  C5  UNL     1      -3.042  -0.058   1.105  1.00  0.00           C  
HETATM   12  N1  UNL     1      -4.272   0.238   0.649  1.00  0.00           N  
HETATM   13  C6  UNL     1      -4.285  -0.139  -0.638  1.00  0.00           C  
HETATM   14  N2  UNL     1      -3.094  -0.658  -0.982  1.00  0.00           N  
HETATM   15  H1  UNL     1       1.816  -0.536   0.959  1.00  0.00           H  
HETATM   16  H2  UNL     1       1.733  -0.973  -0.793  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.633   2.670   0.588  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.921  -1.034   0.995  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.745  -1.396   1.293  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.690  -1.920  -0.471  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.700   0.125   2.126  1.00  0.00           H  
HETATM   22  H8  UNL     1      -5.050   0.680   1.222  1.00  0.00           H  
HETATM   23  H9  UNL     1      -5.147  -0.028  -1.282  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   17
CONECT    8   18
CONECT    9   10   19   20
CONECT   10   11   11   14
CONECT   11   12   21
CONECT   12   13   22
CONECT   13   14   14   23
END
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SMILES for #<Metabolite:0x000055c79b542a50>

OP(O)(=O)OCC(=O)CC1=CNC=N1
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INCHI for #<Metabolite:0x000055c79b542a50>

InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)
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Synonyms
ValueSource
3-(Imidazol-4-yl)-2-oxopropyl phosphateChEBI
Imidazole-acetol phosphateChEBI
3-(Imidazol-4-yl)-2-oxopropyl phosphoric acidGenerator
Imidazole-acetol phosphoric acidGenerator
Imidazole acetol-phosphoric acidGenerator
1-(1H-Imidazol-4-yl)-3-(phosphonooxy)-2-propanoneHMDB
3-(1H-Imidazol-4-yl)-2-oxopropyl dihydrogen phosphateHMDB
3-(Imidazol-4-yl)-2-oxopropyl dihydrogen phosphateHMDB
Imidazole acetol phosphateHMDB
Imidazole acetol-PHMDB
1-(1H-Imidazol-5-yl)-3-(phosphonooxy)-2-propanoneHMDB
Molecular FormulaC6H9N2O5P
Average Mass220.1198
Monoisotopic Mass220.02490792
IUPAC Name[3-(1H-imidazol-4-yl)-2-oxopropoxy]phosphonic acid
Traditional Name3-(1H-imidazol-4-yl)-2-oxopropoxyphosphonic acid
CAS Registry Number99979-59-6
SMILES
OP(O)(=O)OCC(=O)CC1=CNC=N1
InChI Identifier
InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)
InChI KeyYCFFMSOLUMRAMD-UHFFFAOYSA-N